Explore Jamaica

One of the most prominent nations in the Caribbean, Jamaica's enticing allure and welcoming reputation draws millions of visitors every year. Its diverse and lively culture fuses European, Asian and Caribbean influences, and the island offers plenty of activities no matter your taste or budget. If you explore beyond the beaches, you'll be rewarded with glimpses into the local lifestyle, which is centered on relaxing, enjoying and having a good time.

Some of the top attractions and activities for visitors to Jamaica include:

-Montego Bay: Called MoBay for short by the locals, Montego Bay is home to some of the country's most beautiful beaches. There's much more to see and do beyond the sand and surf, though, including excellent galleries and museums, beautiful plantations, and eye-opening historical tours.

-Kingston: Filled with historical attractions and the island's thriving epicenter, the capital city of Kingston has much to offer to those wanting to experience the island's artistic heritage and culture, and of course, its hopping nightlife.

-Newcastle: The breathtaking panoramic view you'll get from the peaks is well worth making the trek into the Blue Mountains.

-Port Antonio: Many locals swear that Port Antonio is the most scenic and beautiful developed corner of the country. Here, you'll find the legendary Blue Lagoon and have the opportunity to ride a bamboo raft down the Rio Grande.

-Nature excursions: Whether you want to explore the ocean floor, head into the canopied forests, or uncover spectacular photo opportunities from mountain peaks or waterfalls, there is no end to the types of nature excursions you can enjoy in Jamaica.

Instead of battling the crowds at hotels, why not relax in style in your very own Jamaican vacation rental? These spacious and affordable accommodations put you in the thick of the action, whether you're staying on the beach or in town.

If you're planning to continue your Caribbean adventure, it's easy to get from Jamaica to the Dominican Republic and Puerto Rico. The entire region's collection of welcoming island nations is also within easy reach, so you can also head on to visit Anguilla, Antigua and Barbuda, St. Kitts and Nevis, and much more.

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$572 / night

5 BR / 5 BA / Sleeps 10

1 / 28

$572

Coconut Cottage is part of the original Round Hill Estate and is located
on the lush "Jamaican Riviera" side of Montego Bay. The
villa has a spacious 3 bedroom main house with pool and a lovely, romantically
secluded, 2 bedroom cottage for a total of 5 bedrooms. Situated
to take advantage of the trade winds…

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$715 / night

$715

Golden Cove is a collection of four beautiful 4-bedroom seaside villas located about 15 minutes east of Ocho Rios near the small town of Oracabessa. Golden Cove offers the ultimate of convenience to activities and shopping while at the same time providing a haven away from the crowds. Golden Cove is about 5 minutes …

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$642 / night

$642

lt;p class="VLSMain">Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary…

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$1,428 / night

$1,428

One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation.<br /><br />There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool…

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$2,140 / night

$2,140

Villa Stella is one of the most stunning villas in Jamaica, located on the gorgeous white sand beach and the sparkling blue Caribbean Sea. Being situated within the renowned 2,200 acre Tryall Club Resort, the Jamaica villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean …

$1,950

Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its soaring ceilings and …

Jubilation is the best villa at Tryall!

Left on Apr 29, 2014 for a stay in April 2014

We had an amazing week at Jubilation. The house is incredible and the staff does a great job at maintaining the property. The chef is very talented and offered a delicious and varied menu every meal. Desmond, our butler, did an excellent job at making us feel at home and accommodating us. The service was unparalleled. We cannot wait to go back.

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$1,430 / night

$1,430

Point of View Villa in Montego Bay is a premier Jamaica villa located on the highest point in the world-class Tryall Club, one of the most fabulous sites in the Caribbean. The spectacular position provides breathtaking views of a sweeping landscape that stretches down the mountain, all across the 18-hole championship …

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$642 / night

$642

Almond Hill is a beautiful private villa at Montego Bay, located on a previous coconut plantation. Designed in 1993 by Prince Kasimir Korybut, the villa was extensively renovated in 2012. The villa is only 22 minutes drive from Montego Bay and a minute away from Round Hill Resort, where the visitors enjoy …

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$710 / night

$710

Ma' Moura Villa in Montego Bay is a fabulous Jamaica villa located within the renowned Tryall Club Resort estate. Being situated on a hill near the 17 th green of the golf course, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. The current owners …

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$1,100 / night

$1,100

No Le Hace Villa in Montego Bay is one of the most fabulous Jamaica villas located within the renowned Tryall Club & Resort. Being situated near the golf course greens, the delightful villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. Built during the …

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$1,715 / night

$1,715

Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership . Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa.
Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic sugar plantation and the…

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$865 / night

$865

Coo Yah at Tryall is a golfer's paradise, located only a few steps from Tryall Club golf course and a lovely option among villas in Jamaica. The villa is situated very near the 13 th green and 14 th tee of the golf course and provides a picturesque view of the long expanse of the velvet greens rolling down to the …

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$1,715 / night

$1,715

Round House is one of the largest and most spacious villas in Jamaica located within the renowned 2,200 acre Tryall Club Resort. Being situated near the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. A superb location and …

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$371 / night

$371

Yellow Bird is a wonderful 4 bedroom villa located in the gated community of Silver Sands and only 8 minutes walk to the beach! The open living room and dining room area makes this villa spacious and with high ceilings. Fully staffed with your own cook/housekeeper, this villa is also the sister villa located beside …

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$575 / night

$575

Serenity Villa sits on a hillside in the renowned Tryall Club Resort, near the Montego Bay area. The villa offers picturesque views of the surrounding landscapes including the Caribbean Sea and the beautifully landscaped gardens with vibrant tropical flowers. A cobbled stone driveway leads to the villa's front. …

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$1,235 / night

$1,235

Knockando Villa at Round Hill is a wonderful deluxe villa located within the prestigious Round Hill Resort. You will be pampered here with an attentive staff of 6 with cook, butler, housekeeper, laundress and gardeners.
This property gives a true feeling of relaxing in luxury while in Jamaica, with contemporary …

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$630 / night

$630

No Problem Villa in Montego Bay is an attractive two-storey Jamaica villa with fantastic views of Tryall Golf Course and the glittering Caribbean Sea. The villa's location within the renowned Tryall Club Resort estate makes it one of the most popular villa rentals in Jamaica.
The spacious living room occupies the …

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$1,500 / night

$1,500

Villa Janus, Round Hill, Jamaica is one of Jamaica's most luxurious 4 bedroom, 4 bathroom villa with enchanted tropical gardens and sprawling manicured lawns. Situated near the highest point of Jamaica's Round Hill Resort, Villa Janus is graced by stunning panoramic views of the turquoise waters of the Caribbean Sea…

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$1,215 / night

$1,215

Brand new refurbishments!!!!Sweet Spot is a lovely two story villa which is located directly on the beach front. It is a large 6000 sq foot home that is surrounded by green lawns and a fabulous stretch of white sandy beach in the back yard. There are complimentary kayaks and snorkelling equipment, wonderful …

Looks exactly like the pics.

Left on Oct 22, 2013 for a stay in October 2013

I would stay here every trip to Mo Bay!!! The owner met me at the airport on time, was friendly and offered a ride. Since I already had a ride we followed him to the property. If I was not with a local I would of got lost for it was several twist and turns before entering the locked gates of the property. Close drive to everything. The neighbors were friendly. As I entered the 3rd floor …

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$2,858 / night

$2,858

Zion Hill -This premier villa can be rented as a 5 or a 7 bedroom villa.
Zion Hill boasts a three-­‐bedroom main building, a two-­‐bedroom guests building and an optional two bedroom cottage, which is available to groups interested in renting seven bedrooms only.
This exotic and enchanting villa is a 14.…

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$860 / night

$860

Eureka in Montego Bay is one of the very special deluxe villa rentals in Jamaica, situated in an attractive and private location at the end of a cul-de-sac. The villa provides spectacular views of the sparkling Caribbean Sea, the rolling Hanover Hills and Tryall Club's eighth fairway.
Eureka has been furnished with…

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$2,150 / night

$2,150

Viviana is one of Tryall's newest Luxury deluxe editions. 6 luxurious bedrooms, each with high quality ensuite bathrooms, large games room and disco room. This spectaular mansion is made of only the best quality furnishings and fixtures. All the bathroom tiles have been imported and tiled from floor to ceiling marble …

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$2,145 / night

$2,145

Rose Cottage, a six-bedroom new villa to Tryall, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in the old traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe…. it is …

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$1,500 / night

$1,500

Windward villa is one of the Tryall Club's newest Premier rated luxury edition of villas. 5 luxury bedrooms, 5 ensuite bathrooms.
One of the most elegant villas in the Tryall Club in Montego Bay, Winward villa is fully staff with your own butler, chef, housekeepers, laundress, poolman/gardener. You will be spoilt …

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$1,000 / night

$1,000

One of our favorite villas in Jamaica! Drambuie Estate is one of Jamaica’s more charming and gracious private residences, surrounded by an extraordinary private gardens and spectacular views of the Caribbean Sea and Montego Bays district views. The driveway is a long and impressive introduction into this estate …

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$1,275 / night

$1,275

Greatview is one of Jamaica's most luxurious villas, set high above the Half Moon golf course to the East of Montego Bay. This spectacular modern villa uses the best of traditional Caribbean style to create a grand yet very comfortable vacation home with stunning 180 degree Caribbean seaviews.
***Half Moon Resort and …

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$500 / night

$500

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing.
The central part of the villa is the large…

$120 / night

$120

1 bedroom luxury self-catering apartment - this apartment comes with a super king size bed and 2 day beds which can accommodate up to 4 people comfortably; ideal for couples, families or a group of friends.
The apartment is elegantly furnished to a high standard with a spacious lounge with cable TV, air conditioning…

Absolutely fabulous

Left on Jan 13, 2013 for a stay in November 2012

My husband and I stayed at this apartment 13C Tower 1 last November. It was very clean, tidy & the decor was beautiful; the view from the balcony was to die for; the grounds and gardens were well kept and there is a large swimming pool.
The housekeeper Janet was very nice, informative and helpful. The Beach & the beautiful Ocho Rios Bay are just by the back gate of the complex. The town and …

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$1,010 / night

$1,010

Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is less than a five …

Great Family Vacation

Left on Mar 20, 2013 for a stay in September 2005

Our family vacation at Fairway Manor was the most enjoyable and enriching experience of a lifetime. Our children were enveloped by the friendly and attentive service of your staff throughout our stay, providing them with a cultural, safe and culinary experience that I\'m certain they will never forget. The property was maintained at a level beyond our expectations and the food that was served to …

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$1,813 / night

$1,813

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed living and dining areas. Each …

$60 / night

$60

*END OF WINTER SPECIAL* From $50 per room per night March 1st through 31st...!
Enjoy an entire house to yourself whether you rent one, two or three bedrooms. Rate shown is per room per night. * Please indicate number of rooms requested at the time of booking.
Agapantha Cottage is a quiet country retreat where …

Peaceful, Private, Secure and Spacious

Left on Aug 09, 2014 for a stay in July 2014

The property Manager/Owner Lisa and her staff are great! Friendly, gracious, responsive, helpful and professional. We will definitely rent the property again! Loved it! AND my security deposit was returned within the timeframe specified after my stay. This is definitely a property with management t hat keeps their word!

I traveled with a child and an elderly parent. It was easy living for both…

$1,500

In the charming inlet of Discovery Bay lies Sundown villa, a quintessential beachside destination. Beyond the pool deck lies your own swath of private golden sand that includes an outdoor ping pong table. As you lounge in your hammock within the waterfront gazebo that resides on a short rocky peninsula out to sea, …

$180

Dream Maker is a design masterpiece. Comprising one of our 6 cottages on our Private 18 acre beach resort called Strawberry Fields Together, the cottage epitomizes true beachfront living. Custom built by Jared Chase who moved to Strawberry Fields when he was 6 years old, He has designed a masterpiece built out of …

Unforgettable paradise !

Left on Nov 04, 2011 for a stay in October 2011

It was the most wonderful vacation I've ever taken!
It was literally an Unforgettable Dream!
The place is truly paradisiac and I think it was the first time in my life that I could pause and enjoy the simple beauty of this place and relax with my husband.
To top it off the hosts were amazingly kind, we felt like family and they made our stay truly unforgettable!!!
Thank you Kim, Everton, …

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$4,286 / night

$4,286

Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design have created one of …

Super Perfect Condo - Wonderful Place with Fantastic Views

Left on Jan 14, 2015 for a stay in January 2015

New TV with Cable - Very Clean and organized , Plenty Towels , everything we could want / super convenient on the Hip Strip at Doctors Cave Beach - Pool - Convenience Store - Restaurant on property and many restaurants and shopping all around - Micheal , Crystal and Noel were so helpful and kind to us .

$865 / night

$865

No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside gazebo as you cast…

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$1,299 / night

$1,299

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the …

Completely Wonderful Experience

Left on Jun 14, 2013 for a stay in February 2013

If anyone asks me to recommend a villa expert in the Caribbean, Villas By Linda Smith is where I would send them. And my entire family would do the same. Our representatives (we have had more than one over the years) have always exceeded our expectations in service, timeliness, and advice. We are lucky to have a group with both a professional and friendly approach. The home we stayed in, …

$39

Purpose built self-contained apartment (you are not sharing in any way), your own front door and privacy, ideally located close to the town centre, tastefully decorated and furnished with all the mod cons.
This property is suited to a couple or friends sharing or a single traveller, its got everything you need to …

Great Time In The Sun In a Place That Feels Like Home.

Left on Feb 05, 2015 for a stay in June 2014

I stayed at Jerome's apartment in June 2014, I had a great time, the place was clean, everything worked and it felt like home for the two weeks I was there, I would certainly recommend it to a friend and can wait until I hit those beaches in Jamaica again soon. Ella x

$115

Get away from the bustle of Montego Bay and Ochio come and stay in a picturesque, relaxing Resort and enjoy the white sandy beaches. Families,couples and singles welcome.
The Resort features three unique rock pools which offers a quiet retreat from the main beaches.There is a family beach and a private beach …

$1,714

Keela Wee is a majestic villa that sits proudly atop its own cozy coral cove. Whether you are swimming in the crystal clear swimming pool, soaking in the bubbling Jacuzzi or frolicking in the turquoise sea, you may, from time to time, recall the rich history of this area. Indeed, it is rumored that Columbus first …

Our Stay at Keela Wee on Discovery Bay

Left on Jul 08, 2010 for a stay in May 2010

The villa is as lovely as the pictures indicated. This was a pleasant surprise as often this is not the case. Working with Dolly to tailor the menu to our tastes is a great feature as not all guests like the same foods.\n\nLawrence and the others were very friendly and helped in every way. One guest bought something that needing special packaging to be able to take on the plane and the boys went …

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$1,500 / night

$1,500

Villa Paradiso, newly constructed in 2006, is situated on a spectacular 150 foot, white sand beach in Mammee Bay Estates. Surrounded by 1.75 acres of lush tropical gardens and lawns the villa comprises a large main house with 5 bedrooms and a separate 2 bedroom cottage. This spectacular villa is only 10 minutes from …

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$1,285 / night

$1,285

Completed in 2006, Belle Abri ("beautiful sanctuary") is a large home overlooking the Half Moon golf course and Caribbean Sea offering breathtaking views.
A deluxe home, it offers 12,000 square feet and seven bedrooms as well as a private pool and private tennis court. Located in the prestigious Spring Farm area, the …

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$50 / night

$50

Bright and large studio apartment is located on a nice ART-Property on the sea side of Boscobel, Oracabessa. Perfect for study work or Relaxation.
Welcome to the McCaw Villa in Boscobel Jamaica. Located along the tranquil northern cost of St. Mary Parish.
Take the steps to a living space filled with light, inspiration…

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$54 / night

$54

This is a practical and conveniently located one bedroom apartment that has excellent access to public transportation, supermarkets and shopping in Barbican it is also very close to the US Embassy and the Canadian Embassy.
The apartment is a practical and conveniently located one bedroom apartment that has …

$308 / night

$308

Blue Marlin Villa, has a rare combination of seclusion, historical interest and seaside quality with nature at its foremost. Situated on handsomely landscaped grounds; the incredible views this property offers will take your breath away time and again. The villa is beautifully decorated with a mix of elegant authentic…

Beautiful, peaceful getaway.

Left on Aug 02, 2013 for a stay in July 2013

Blue Marlin is a wonderful place to get away from it all. Marvelous location right on a lovely beach that we had practically all to ourselves. One on one service for the booking, directions etc was great. House staff is mostly friendly and helpful and the food is pretty good. Ideal for a group with or without children. Wi-fi is included. There is only one small tv and no cable but we barely …

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$95 / night

$95

its a nice Bungalow located in a Gated Community,well secured Property you'll get to sample the nice Meals and Pastry done by my wife,there is easy access to to Kingston we have Internet Service,and you can tour the surrounding areas like Colbeck Castle so come on down and experience real Jamaican hospitality with …

About Jamaica

One of the most prominent nations in the Caribbean, Jamaica's enticing allure and welcoming reputation draws millions of visitors every year. Its diverse and lively culture fuses European, Asian and Caribbean influences, and the island offers plenty of activities no matter your taste or budget. If you explore beyond the beaches, you'll be rewarded with glimpses into the local lifestyle, which is centered on relaxing, enjoying and having a good time.

Some of the top attractions and activities for visitors to Jamaica include:

-Montego Bay: Called MoBay for short by the locals, Montego Bay is home to some of the country's most beautiful beaches. There's much more to see and do beyond the sand and surf, though, including excellent galleries and museums, beautiful plantations, and eye-opening historical tours.

-Kingston: Filled with historical attractions and the island's thriving epicenter, the capital city of Kingston has much to offer to those wanting to experience the island's artistic heritage and culture, and of course, its hopping nightlife.

-Newcastle: The breathtaking panoramic view you'll get from the peaks is well worth making the trek into the Blue Mountains.

-Port Antonio: Many locals swear that Port Antonio is the most scenic and beautiful developed corner of the country. Here, you'll find the legendary Blue Lagoon and have the opportunity to ride a bamboo raft down the Rio Grande.

-Nature excursions: Whether you want to explore the ocean floor, head into the canopied forests, or uncover spectacular photo opportunities from mountain peaks or waterfalls, there is no end to the types of nature excursions you can enjoy in Jamaica.

Instead of battling the crowds at hotels, why not relax in style in your very own Jamaican vacation rental? These spacious and affordable accommodations put you in the thick of the action, whether you're staying on the beach or in town.

If you're planning to continue your Caribbean adventure, it's easy to get from Jamaica to the Dominican Republic and Puerto Rico. The entire region's collection of welcoming island nations is also within easy reach, so you can also head on to visit Anguilla, Antigua and Barbuda, St. Kitts and Nevis, and much more.

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